908 N Winchester Avenue
Chicago, IL, 60622
$1,949,900
5 Beds
5 Baths
4,300 SqFt
0 Acres
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$1,949,900
908 N Winchester Avenue
Chicago, IL, 60622
MLS #MRD12541916 image #0MLS #MRD12541916 image #1MLS #MRD12541916 image #2MLS #MRD12541916 image #3MLS #MRD12541916 image #4MLS #MRD12541916 image #5MLS #MRD12541916 image #6MLS #MRD12541916 image #7MLS #MRD12541916 image #8MLS #MRD12541916 image #9MLS #MRD12541916 image #10MLS #MRD12541916 image #11MLS #MRD12541916 image #12MLS #MRD12541916 image #13MLS #MRD12541916 image #14MLS #MRD12541916 image #15MLS #MRD12541916 image #16MLS #MRD12541916 image #17MLS #MRD12541916 image #18MLS #MRD12541916 image #19MLS #MRD12541916 image #20MLS #MRD12541916 image #21MLS #MRD12541916 image #22MLS #MRD12541916 image #23MLS #MRD12541916 image #24MLS #MRD12541916 image #25MLS #MRD12541916 image #26MLS #MRD12541916 image #27MLS #MRD12541916 image #28MLS #MRD12541916 image #29MLS #MRD12541916 image #30MLS #MRD12541916 image #31MLS #MRD12541916 image #32MLS #MRD12541916 image #33MLS #MRD12541916 image #34MLS #MRD12541916 image #35MLS #MRD12541916 image #36MLS #MRD12541916 image #37MLS #MRD12541916 image #38MLS #MRD12541916 image #39MLS #MRD12541916 image #40MLS #MRD12541916 image #41MLS #MRD12541916 image #42MLS #MRD12541916 image #43MLS #MRD12541916 image #44MLS #MRD12541916 image #45
Exceptionally designed and custom built on the border Ukrainian Village and Wicker Park area. Four luxury levels of living space, 4500 square feet with 5-bedroom, 4.5-bath. It is a must see home with the most impressive craftsmanship of finishes. The open-concept main level features, chef’s kitchen with the massive island, Subzero high-end appliances. Hardwood floors throughout. Breathtaking open staircase with skylights. Second level has two private suites, each with its own full bath. The whole top floor is a primary bedroom area with private balcony, spa-like bath with elegant French doors, a huge custom-built dressing room with the touch of boutique experience and separate slipping area with a fireplace. The finished lower level includes a family room with bar area with half bath and a full guest suite including a bedroom, full bath, lower level laundry. Outdoor space with a large fenced yard, fiber-composite deck of the kitchen and a two and half car garage. The house is conveniently located near restaurants, cafes, boutique stores, galleries fitness centers. Close proximity to downtown, hi-ways. Accessible by all means of transportation.

Property Details

Price:
$1,949,900
MLS #:
MRD12541916
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Neighborhood:
chiwesttown
Listed Date:
Jan 6, 2026
Finished Sq Ft:
4,300
Year Built:
2001
ContemporaryChi – West TownChiwesttown

Schools

School District:
299

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Stainless Steel Appliance(s)
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Fireplaces Total
3
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Zoned, Radiant Floor

Exterior

Architectural Style
Contemporary
Community Features
Curbs, Gated, Sidewalks, Street Lights
Construction Materials
Block, Limestone
Exterior Features
Balcony
Parking Features
Other, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
25
Roof
Asphalt

Financial

HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$24,693
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Single Family in Chicago as of Jan 19, 2026
2,364
Single Family Listed
81
Avg DOM
210
Avg $ / SqFt
$474,279
Avg List Price

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Property Summary

    908 N Winchester Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60622. It is listed for $1,949,900 and features 5 beds, 5 baths, and has approximately 4,300 square feet of living space, and was originally constructed in 2001. The current price per square foot is $453. The average price per square foot for Single Family listings in Chicago is $210. The average listing price for Single Family in Chicago is $474,279. To schedule a showing of MLS#mrd12541916 at 908 N Winchester Avenue in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
908 N Winchester Avenue
Chicago, IL